The current prices for all Real Estate Listings in Winding Oaks - Longboat Key, FL are reflected in the the table below.
Market Snapshot
Averages based on current search criteria as of 06/17/2026 7:30 PM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Residential | 2 | $1,049,500 | 3 | 2.5 | 38 |
Displaying results 1-2 of 2
55 Photos
Open House:
Sun Jun 28th, 1:00pm - 4:00pm
3460 Winding Oaks Drive UNIT #38
Longboat Key, FL 34228
Winding Oaks
Residential
MLS# A4695005 / Active
3 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2608 Sqft
Area: 34228 - Longboat Key, Subdivision: Winding Oaks
Tucked within Winding Oaks, one of Longboat Keys most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a sing...
$1,150,000
Provided courtesy of COLDWELL BANKER REALTY
70 Photos
3435 Winding Oaks Drive UNIT #18
Longboat Key, FL 34228
Winding Oaks
Residential
MLS# A4680403 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2555 Sqft
Area: 34228 - Longboat Key, Subdivision: Winding Oaks
Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Co...
$949,000
Reduced -$101,000
Reduced -$101,000
Provided courtesy of MICHAEL SAUNDERS & COMPANY
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MLS IDX data last updated on 06-17-2026 6:11 PM EST.